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1.
Инвентарный номер: нет.
   
   O-72


   
    Organolithium compounds in the nucleophilic substitution of hydrogen in arenes and hetarenes [Electronic resource] / I. S. Kovalev, D. S. Kopchuk, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Russian Chemical Reviews. - 2015. - Vol. 84, № 12. - С. 1191-1225. - Bibliogr. : p. 1224-1225 (237 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
NUCLEOPHILIC SUBSTITUTION -- HYDROGEN -- ARENES AND HETARENES
Аннотация: The review considers the most typical examples of the direct non-activated non-catalytic C–C bond formation in arenes and their metal complexes activated by electron-withdrawing substituents in the aromatic nucleus and in hetarenes (azines and their N-oxides, porphyrins, etc.) upon the reactions with aliphatic and (hetero)aromatic (hetero)organolithium nucleophiles. Particular attention is given to the direct introduction of nitroxide radicals and (hetero)organic moieties into mono-, di- and triazines and their N-oxides. The influence of the structures of the (hetero)aromatic substrate and the (hetero)organolithium nucleophile on the reaction pathway and rate and on the structure of the reaction product is analyzed.

\\\\expert2\\nbo\\Russian Chemical Reviews\\2015, V.84, N12, p. 1191-1225.pdf
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2.
Инвентарный номер: нет.
   
   C 47


    Charushin, V. N.
    The Reactions of Azines on Treatment with 1,3-Bifunctional Nucleophiles [Electronic resource] / V. N. Charushin, O. N. Chupakhin // Russian Chemical Reviews. - 1984. - Vol. 53, № 10. - P956-970. - Bibliogr. : p. 969-970 (152 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZINES -- 1,3-BIFUNCTIONAL NUCLEOPHILES -- FURAN -- PYRROLE -- IMIDAZOLE
Аннотация: The literature data on the o-cyclisation reactions of azines with 1,3-bifunctional nucleophiles, which make it possible to annelate furan, pyrrole, imidazole, and other five-membered rings to an aromatic aza-ring are surveyed and described systematically. The cyclisation reactions leading to m-linked cyclic adducts or products of the transformation of azines via the intermediate formation of cyclic m- and p-adducts are also examined.

\\\\expert2\\nbo\\Russian Chemical Reviews\\1984, V.53, N10, p. 956-970.pdf
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3.
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   A 23


   
    Aerobic oxidative C-H/C-H coupling of azaaromatics with indoles and pyrroles in the presence of TiO2 as a photocatalyst [Electronic resource] / I. A. Utepova, M. A. Trestsova, O. N. Chupakhin, V. N. Charushin, A. A. Rempel // Green Chemistry. - 2015. - Vol. 17, № 8. - С. 4401-4410. - Bibliogr. : p. 4409-4410 (30 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
BOND ACTIVATION -- INHIBITORS -- HYDROGEN
Аннотация: In this paper we wish to report a highly selective and benign method for the double C-H/C-H coupling of azaaromatics with indoles or pyrrole in the presence of air oxygen/TiO2, as an effective photocatalytic oxidative system. It has been shown that this versatile approach can be applied for direct C-H functionalisation of a variety of azaaromatic systems, such as mono-, di- and triazines, substituted and unsubstituted azines and their benzo-annelated analogues.

\\\\expert2\\nbo\\Green Chemistry\\2015, v.17, N 8, p.4401-4410.pdf
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4.
Инвентарный номер: нет.
   
   C 47


    Charushin, V. N.
    Reactions of Azines with Bifunctional Nucleophiles: Cyclizations and Ring Transformations [Electronic resource] / V. N. Charushin, O. N. Chupakhin, H. C. Van der Plas // Advances in Heterocyclic Chemistry. - 1988. - Vol. 43 (C). - С. 301-353. - Bibliogr. : p. 347-353 (200 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZINES -- BIFUNCTIONAL REAGENTS -- CYCLOADDUCTS
Аннотация: Reactions of azines with bifunctional nucleophiles can give rise to several cycloadducts, the structure depending on the nature of reagents, the structure of the azine substrate, and the reaction conditions. Three types of cycloadducts are proposed to be formed in reactions of azines with such 1,3-N,C-dinucleophiles as acetamidines and acetimino esters. Ortho-cyclization products can usually be isolated, while meta- and para-bridged cycloadducts are unstable and are often transformed into other heterocyclic systems. Their presence as intermediates can, however, often is rationalized by spectroscopic methods or 15N-labeling studies. Many of the reactions discussed provide a very convenient synthetic route to a great variety of azine derivatives. It seems to be a very interesting and promising area of heterocyclic chemistry and there is no doubt that further investigations into this field also allow new syntheses of useful compounds to be developed

\\\\expert2\\nbo\\Advances in Heterocyclic Chemistry\\1988. V. 43 (C). P. 301-353.pdf
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5.
Инвентарный номер: нет.
   
   D 62


   
    Direct nuclophilic C-H functionalization of azines and their N-oxides by lithium derivatives of aldonitrones [Electronic resource] / M. V. Varaksin, I. A. Utepova, O. N. Chupakhin, V. N. Charushin // Tetrahedron. - 2015. - Vol. 71, №38. - С. 7077-7082. - Bibliogr. : p. 7082 (23 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
DIPOLE-STABILIZED CARBANIONS -- ORGANIC-SYNTHESIS -- CHEMICAL-PROPERTIES;
Аннотация: Novel ligands of the azine family for complexing with metals have been obtained as a result of the uncatalyzed C-C coupling reactions of quinoline, quinoxaline, 1,10-phenantroline, and their N-oxides with (1-oxido-3-phenyl-1,4-diazaspiro[4.5]deca-1,3-dien-2-yl)lithium

\\\\expert2\\nbo\\Tetrahedron\\2015, v. 71 , p. 7077-7082.pdf
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6.
Инвентарный номер: нет.
   


   
    Synthesis of meso-substituted calix[4]arenes via reaction of nucleophilic substitution of hydrogen (snh) in azine or azine-n-oxides / T. D. Moseev, M. V. Varaksin, I. A. Lavrinchenko [et al.] // Actual problems of organic chemistry and biotechnology. - Екатеринбург, 2020. - P273-274
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CALIX[4]ARENES -- AZINES -- C-C COUPLING -- NUCLEOPHILIC SUBSTITUTION OF HYDROGEN

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7.
Инвентарный номер: нет.
   


   
    Synthesis and properties of azines functionalized graphene with extremely high adsorptive ability to Eu3+ ions / O. N. Chupakhin, A. A Musikhina, I. A. Utepova [et al.] // Flatchem. - 2022. - Vol. 33. - P100348
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: In this work, a versatile synthetic protocol for obtaining of new promising carbon materials based on the C–C coupling of graphenide lithium species with azaaromatic compounds (1,10-phenanthroline, phenyl-1,2,5-oxadiazolo[3,4-b]pyrazine) has been suggested. It was shown that more electrophilic oxadiazolopyrazine gave the product with high degree of graphene functionalization and demonstrated non-isomorphic properties. At the same time, phenanthrolinyl graphene has less functionalization degree due to a lower electrophilicity of azine. However, the large size of pores between organic residues in phenanthrolinyl graphene allows adsorbing almost 10% of Eu3+. The mesurment of adsorption isotherm showed an extremely high affinity of phenanthrolinylgraphene to Eu (III) ions in netural or alkaline conditions, and the obtained hybrid material could work at least 5 sorption/desorption cycles. The structures of azine-graphene dyads were verified by complex of modern physicochemical analyses methods (the Raman spectroscopy, FTIR, XPS, SEM, EDS and TGA analyses).

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8.
Инвентарный номер: нет.
   


   
    Direct c-li/c-h coupling of c6f5li with azines and azoles n-oxides as efficient approach toward to polyfloorinated azaheterocycles / T. D. Moseev, M. V. Varaksin, E. A. Virlova [et al.] // Actual problems of organic chemistry and biotechnology. - Екатеринбург, 2020. - P276-277
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
C-C COUPLING -- NUCLEOPHILIC SUBSTITUTION OF HYDROGEN -- FLUORINE -- FLUORARENES

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9.
Инвентарный номер: нет.
   
   C 10


   
    C-H functionalization of azines. Anodic dehydroaromatization of 9-(hetero)aryl-9,10-dihydroacridines [Electronic resource] / A. V. Shchepochkin, O. N. Chupakhin, V. N. Charushin, D. V. Steglenko, V. I. Minkin, G. L. Rusinov, A. I. Matern // RSC Advances. - 2016. - Vol. 6, № 81. - С. 77834-77840
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
HYDRIDE TRANSFER-REACTIONS -- AROMATIC-SUBSTITUTION -- NUCLEOPHILIC-SUBSTITUTION
Аннотация: Data on anodic dehydroaromatization of 9,10-dihydroacridines, bearing aryl and heteroaryl fragments, are presented. Effects of both electron-donating and electron-withdrawing substituents on the current-voltage characteristics of these compounds have been established. The experimental data proved to be in a good agreement with quantum chemical calculations. A simple and convenient method for the electrochemical conversion of dihydroacridines into the corresponding 9-(hetero)aryl-N-methylacridinium salts has been advanced

\\\\expert2\\NBO\\RSC Advances\\2016. Vol. 6, N 81. P. 77834.pdf
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10.
Инвентарный номер: нет.
   
   D 62


   
    Direct C-Li/C-H coupling of pentafluorophenyl lithium with azines - an atom- and step-economical strategy for the synthesis of polyfluoroaryl azaaromatics / M. V. Varaksin, T. D. Moseev, V. N. Charushin, O. N. Chupakhin // Journal of organometallic chemistry. - 2018. - Vol. 867. - P278-283
ББК 24
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZINE-N-OXIDES -- AZINES -- C-C COUPLING -- C-H FUNCTIONALIZATION -- PENTAFLUOROPHENYL LITHIUM
Аннотация: The SN H methodology has successfully been applied for the direct C(sp2)-H functionalization of azaaromatics through the C-Li/C-H coupling of pentafluorophenyl lithium with azines and their N-oxides. As a result, a number of novel fluorinated biheterocyclic ensembles, that are of interest in the design of bioactive molecules and advanced materials, have been prepared in good to excellent yields under rather mild condition.

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